R. A. Karakhanov

Synthesis and properties of sym-triazine derivatives

N-Substituted 2,4-diamino-6-furyl-sym-triazines were synthesized by cyclocondensation of furancarboxylic acid esters with biguanides. 2-Amino-4,6-disubstituted sym-triazines containing furyl residues were obtained by reacting furancarboxylic acid nitriles with guanidine or furancarboxylic acid esters with N-imidoylguanidines. Aminotriazines of this type are also formed in condensation of N-acylguanidines with nitriles or imino esters.

Synthesis and properties of derivatives of symtriazine. 17. Synthesis of 2-methyl-4,6-disubstituted and 2,4-dimethyl-6-substituted sym-triazines by reduction of the corresponding trichloromethyl derivatives

The reduction of trichloromethyl groups in sym-triazine derivatives to methyl groups is studied. It is shown that 2-R-4, 6-bis (trichloromethyl)-sym-triazines can be reduced to 2-R-4, 6-dirnethyl-sym-triazines with zinc dust in ethanol or with lithium aluminum hydride in THF. 2-Amino, N-substituted 2-amino-, and 2-alkoxy-4-trichloromethyl-6-R-sym-triazines are reduced to the corresponding methyl derivatives by boiling with lithium aluminum hydride in dibutyl ether.

Synthesis and properties of derivatives ofsym-triazine. 16. Synthesis of amine and diamine derivatives ofsym-triazine containing sterically hindered phenol groups from 6-alkyl(aryl)thio-2,4-bis(trichloromethyl)-sym-triazine

The reaction of 6-alkyl(aryl)thio-2,4-bis(trichloromethyl)-sym-triazines with ammonia and primary and secondary amines is studies. It is shown that, depending on the reaction conditions, the replacement of either one or both of the trichloromethyl groups takes place. 6-alkyl(aryl)thio-2,4-diamono-sym-triazines containing sterically hindered phenol groups are synthesized.

Synthesis and properties of derivatives ofsym-triazine. 15. Synthesis of amine derivatives ofsym-triazine that contain indole groups

By the cyclocondensation of imino esters of acids of the indole series with N-acylguanidines, 2-amino-4,6-disubstituted sym-triazine are obtained that contain indole groups. The reaction of N-(indolyl-3-imidolyl)-guanidine with esters of carboxylic acids leads to 2-amino-4-(3-indolyl)-6-substituted sym-triazines. Indolyl-containing N-subsitituted 2,4-diamino-sym-trizines are synthesized by the reaction of imino esters of indole acids with biguanides. Similar products are also formed when 2-amino-4-trichloromethyl-sym-triazines that contain indole substituents react with dimethylamine, morpholine, or furfurylamine.

Synthesis and properties ofsym-triazene derivatives 13. Synthesis of 6-substituted 2,4-dialkyl(aryl)thio-sym-triazenes from imino esters of carboxylic acids

Abstract6-Substituted 2,4-dialkyl(aryl)thio-sym-triazenes are synthesized by condensation of imino esters of carboxylic acids with thiocyanates.

Synthesis and properties of sym-triazene derivatives 12. Synthesis of 2,4-bis(trichloromethyl)-6-substituted sym-triazenes containing a sterically hindered phenol group

Abstract6-Substituted 2,4-bis(trichloromethyl)-sym-triazet:es containing the 2,6-di-tert-butylphenol group are synthesized by simultaneous cyclotrimerization of trichloroacetonitrile with the nitrile or thiocyanate derivative of the sterically hindered phenol in the presence of gaseous HCl. Significant amounts of 2,4,6-tris(trichloromethyl)-sym-triazene are formed as a byproduct.

Synthesis and properties of sym-triazine derivatives. 8. Synthesis of amino and alkoxy derivatives of sym-triazine containing fragments of a sterically-hindered phenol from 2,4-bis(trichloromethyl)-sym-triazines

The reactions of 2,4-bis(trichloromethyl)-6-substituted sym-triazines with several amino and hydroxy derivatives of 2,6-di-tert-butylphenol were studied. It is shown that, depending on the reaction conditions, one or both trichloromethyl groupings in the starting sym-triazines are replaced.

Synthesis and properties of sym-triazine derivatives. 7. Synthesis of pyridyl-substituted 2-amino- and 2,4-diamino-sym-triazines

N-Substituted 2,4-diamino-6-pyridyl-sym-triazines were synthesized by cyclocondensation of pyridinecarboxylic acid esters with biguanides. 4,6-Disubstituted 2-amino-sym-triazines containing pyridyl residues were obtained by the reaction of pyridinecarboxylic acid nitriles with guanidine or of pyridinecarboxylic acid esters with N-imidoylguanidines. Aminotriazines of this type are also formed in the condensation of N-acylguanidines with nitriles or imino esters. The general principles of the fragmentation of 2-amino-4-dialkylamino-6-pyridyl-sym-triazines under the influence of electron impact were established.

Synthesis and properties of sym-triazine derivatives. 6. Synthesis of 2-amino- and 2,4-diamino-sym-triazines containing sterically hindered phenol segments

Abstract2-Amino-4,6-disubstituted-sym-triazines containing sterically hindered phenol segments were synthesized by cyclocondensation of N-acrylguanidines with nitriles or thiocyanates. The same compounds can be obtained by condensation of N-acylguanidine with iminoester hydrochlorides. The reaction of methyl Β-(4-hydroxy-3,5-di-tert-butylphenyl)propionate with biguanides gives N-substituted 2,4-diamino-6-R-sym-triazines that contain a shielded phenol residue.

RECYCLIZATION OF 4,4,5‐TRIMETHYL‐1,3‐DIOXANE BY CARBONYL COMPOUNDS

Im Unterschied zu den 4,4-Dimethyl- und 4-Methyl-4-phenyldioxanen bildet die Titelverbindung (I) mit den Aldehyden (II) nur die 2-substituierten 3,6-Dihydropyrane (III).